A SIMPLIFIED SYNTHESIS OF 8-SUBSTITUTED PURINE NUCLEOSIDES VIA LITHIATION OF 6-CHLORO-9-(2, 3-O-ISOPROPYLIDENE-β-D-RIBOFURANOSYL) PURINE
キーワード:
nebularine derivative
1983 年 31 巻 2 号 p. 787-790
詳細
1983 年 31 巻 2 号 p. 787-790
6-Chloro-9-(2, 3-O-isopropylidene-β-D-ribofuranosyl) purine (1) was found to be a suitable substrate for the preparation of C-8 substituted purine nucleosides. Thus, upon lithiation of 1 with LDA and successive reaction with various types of electrophiles, the C-8 substituted products were obtained. The C-6 chlorine atoms in these products were readily replaced by an amino group, a mercapto group, or hydrogen, providing a facile preparation of 8-substituted adenosines, 6-thioinosines, or nebularines.
